Verfahren zur Herstellung von neuen Benzolsulfonylharnstoffen sowie deren Salzen

摘要

1,054,758. Sulphonyl ureas. FARBWERKE HOECHST A.G. March 31, 1964 [Sept. 25, 1963], No. 13165/64. Heading C2C. Novel benzenesulphonyl ureas of the formula and their physiologically tolerable salts, wherein R1 is a C 1-4 alkyl radical, a cycloalkyl radical of up to 8 carbon atoms, an alkyl substituted cycloalkyl radical or a cyclohexylmethyl or cyclohexylethyl radical, R2 is hydrogen or a C 1-4 alkyl radical or R1 and R2 together with the nitrogen atom form a heterocyclic nucleus of 4-6 carbon atoms, X is -CH 2 -,-CH 2 CH 2 -, -CH = CH- or -CH(CH 3 )- and R3 is a C 5-8 cycloalkyl, C 5-8 cycloalkenyl, lower alkyl substituted cyclohexyl, cyclohexylmethy), cyclohexylethyl or a benzyl or phenethyl radical are made by known methods for the manufacture of sulphonylureas as follows: (a) an R1R2N.CO.X-substituted benzenesulphonyl isocyanate or a compound which reacts as an isocyanate e.g. corresponding benzenesulphonyl carbamic or thiocarbamic esters or halides or benzenesulphonyl ureas and their N1-acyl derivatives is reacted with an amine R3NH 2 ; (b) an isocyanate R3NCO or a corresponding compound which reacts as an isocyanate e.g. a corresponding carbamic or thiocarbamic ester or halide or a urea or urea derivative R3NH. CO.NH 2 , R3NH.CO.NH Acyl or R3NH.CO.N (C 6 H 5 ) 2 is reacted with an R1R2N.CO.X- substituted benzenesulphonamide; or (c) a corresponding R1R2N.CO.X-substituted benzenesulphonyl isourea or isothiourea ether, parabanic acid or thiourea is oxidized or hydrolysed to the desired sulphonyl urea. Pharmaceutical preparations for the treatment of diabetes, preferably by oral administration comprise the above compounds in admixture or conjunction with a carrier, preferably in the form of tablets.